| Fri24 May2019 |
|  | 14:30 | Cricket U12A | v Aldenham School | A |
| | 14:30 | Cricket U13A | v Aldenham School | H |
| |
| Wed5 Jun2019 |
| | 14:15 | Cricket U13A, U12A | v St Martin's School, Northwood | H |
|  | 16:00 | Rounders U13A, U13B, U12A, U12B, U12B | v The Royal Masonic School for Girls | A |
| |
| Thu6 Jun2019 |
|  | 16:00 | Tennis U13A | v Hitchin Boys' School | H |
| | 16:15 | Tennis U15A | v Beaumont School | H |
| |
| Fri7 Jun2019 |
| | 13:30 | Cricket U12A | v Radlett Preparatory School | A |
| | 14:15 | Cricket U13C | v Quainton Hall Preparatory | H |
| | 16:00 | Cricket 2nd XI | v Watford Grammar School for Boys | H |
| |
| Sat8 Jun2019 |
| | 09:30 | Cricket U15A, U14B, U12A | v Watford Grammar School for Boys | A |
| | 09:30 | Cricket U14A, U13A | v Watford Grammar School for Boys | H |
| | 10:00 | Cricket 1st XI | v Watford Grammar School for Boys | H |
| |
| Sun9 Jun2019 |
| | 11:00 | Cricket 1st XI | v John Dewes | H |
| |
| Tue11 Jun2019 |
| | 14:15 | Cricket U15A, U15B | v St Benedict's School | A |
| | 14:15 | Cricket U14A, U14B | v St Benedict's School | H |
| | 14:30 | Rounders | v Mill Hill & Belmont Schools | H |
| | 15:30 | Cricket 1st XI | v Stowe School | A |
| | 16:45 | Rounders | v Mill Hill & Belmont Schools | A |
| |
| Wed12 Jun2019 |
| | 14:15 | Cricket U13A, U12A | v Edge Grove | H |
| | 14:15 | Rounders U13B, U12A | v Heath Mount School | H |
| | 16:40 | Rounders U13A, U13B, U12A | v St Augustine's Priory School | H |
| |
| Thu13 Jun2019 |
| | 16:00 | Tennis U13A | v St Christopher School | A |
| | 16:30 | Tennis U13B | v St Edmund's College, Ware | H |
| |
| Fri14 Jun2019 |
| | 10:00 | Cricket U12A | v Prep School Festival | H |
| |
| Sat15 Jun2019 |
| | 10:00 | Cricket 1st XI | v Gibbins' Invitational XI | H |
| |
| Tue18 Jun2019 |
| | 14:00 | Cricket 1st XI | v XL Club | H |
| | 14:00 | Cricket U15A, U15B | v Dame Alice Owens School | H |
| | 14:30 | Rounders U15A | v Immanuel College | A |
| |
| Wed19 Jun2019 |
| | 14:15 | Cricket | v Mill Hill & Belmont Schools | H |
| | 14:15 | Rounders | v Mill Hill & Belmont Schools | H |
| | 14:30 | Cricket U13A, U12A | v University College School (UCS) | H |
| | 14:30 | Rounders U13A, U13B | v Kingshott Preparatory School | A |
| |
| Fri21 Jun2019 |
| | 11:30 | Cricket 1st XI | v Marylebone Cricket Club (MCC) | H |
| | 14:15 | Cricket U12A | v Dame Alice Owens School | H |
| |
| Sat22 Jun2019 |
| | 13:00 | Cricket 1st XI | v OA XI (Vis Day) | H |
